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Pyridine terminal group containing thiophene type liquid crystal molecule as well as preparation method and application thereof,

A liquid crystal molecule and thiophene-based technology, which is applied in the direction of liquid crystal materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., to achieve the effect of broadening the application range and high clearing point

Active Publication Date: 2017-05-10
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0012] However, there are no reports on the application of liquid crystal materials for display in solar cells.

Method used

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  • Pyridine terminal group containing thiophene type liquid crystal molecule as well as preparation method and application thereof,
  • Pyridine terminal group containing thiophene type liquid crystal molecule as well as preparation method and application thereof,
  • Pyridine terminal group containing thiophene type liquid crystal molecule as well as preparation method and application thereof,

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Synthesis of thiophene liquid crystal molecule 3SN containing pyridine terminal group, the specific synthesis route and method are as follows:

[0048] 1. Synthesis of compound 1

[0049]

[0050] in N 2 Under protection, 1.9g (8.1mmol) dibromothiophene, 1.0g (8.14mmol) 4-pyridineboronic acid, 2.2g (16.3mmol) potassium carbonate, 50mL THF , 10mL of water, stirred at 40°C for 30 minutes and then warmed up to 60°C, then added 0.2758g (0.24mmol) tetrakis(triphenyl)phosphine palladium, stirred at 60°C for 15 hours, extracted the reaction solution with dichloromethane, and the organic phase After drying over anhydrous magnesium sulfate, filtering, and concentrating, the crude product was obtained, and the crude product was separated and purified by column chromatography (with a mixture of petroleum ether and ethyl acetate at a volume ratio of 5:1 as the eluent) to obtain a yellow solid Compound 1, its yield is 45%.

[0051] 2. Synthesis of target compound 3SN

[0052]...

Embodiment 2

[0058] Synthesis of thiophene liquid crystal molecule 3FSN containing pyridine terminal group, the specific synthesis method is as follows:

[0059] 1. Synthesis of compound 1

[0060] Compound 1 was prepared according to the method in Step 1 of Example 1.

[0061] 2. Synthesis of target compound 3FSN

[0062]

[0063] In step 2 of embodiment 1, the compound 3OH used is replaced with equimolar compound 3FOH, and other steps are the same as step 2 of embodiment 1 to obtain white crystals——containing pyridine terminal group thiophene liquid crystal molecules 3FSN, and the yield is 45%, HPLC purity 99.40%, structural characterization data are as follows:

[0064] 13 C-NMR (CDCl 3 is the solvent, the internal standard is TMS, 101MHz, ppm): 163.66, 161.16, 150.43, 147.10, 140.57, 133.02, 125.27, 124.81, 124.16, 124.13, 119.66, 115.37, 108.12, 88.73, 86.31, 38.69 , 33.21, 33.13, 33.10, 19.98, 14.37.

[0065] 1 H-NMR (CDCl 3 is the solvent, the internal standard is TMS, 40...

Embodiment 3

[0068] Use of the thiophene liquid crystal molecule 3SN containing pyridine terminal groups prepared in Example 1 in the preparation of dye-sensitized solar cells.

[0069] Its specific usage method is:

[0070] 1. Conductive glass pretreatment

[0071] Clean the conductive glass in detergent, ethanol, and deionized water with an ultrasonic wave at a frequency of 40 Hz and a power of 100 W for 30 minutes to 1 hour, and dry it at 110°C for later use.

[0072] 2. Preparation of dye solution

[0073] Dissolve thiophene liquid crystal molecules containing pyridine terminal groups in a mixed solvent of acetonitrile and tert-butanol at a volume ratio of 1:1 to prepare a dye solution with a concentration of 0.3 mmol / L.

[0074] 3. Preparation of electrolyte solution

[0075] Add tetrabutylammonium iodide, lithium iodide, iodine, and p-tert-butylpyridine into acetonitrile to prepare an electrolyte solution. The concentrations are 0.6mol / L, 0.1mol / L, 0.05mol / L, and 0.5mol / L, respec...

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Abstract

The invention discloses a pyridine terminal group containing thiophene type liquid crystal molecule as well as a preparation method and application thereof. The structural formula of the compound is shown in the specification, and CnH2n+1 in the formula represents C2-C5 straight-chain alkyl, and the value of x is 0 or 1. The liquid crystal compound is obtained by carrying out a sonogashira coupling reaction on aromatic hydrocarbon alkynol and thiophene bromide, the synthetic method is simple, the cost is low, and the liquid crystal compound is suitable for industrial production. The liquid crystal compound provided by the invention has positive dielectric anisotropy and a certain nematic phase liquid crystal region, and has relatively high clearing points and is excellent in compatibility with other liquid crystal compounds, and can be used as a dye sensitizer molecule to be applied to a dye-sensitized solar cell, and can also be applied to an IPS display mode and a TN display mode.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal compounds, and in particular relates to a thiophene liquid crystal molecule containing a pyridine terminal group, and a preparation method and application of the liquid crystal compound. Background technique [0002] Since the development of liquid crystal materials, they have been applied in many fields such as liquid crystal displays, liquid crystal optical devices, high-strength elastic materials, and organic solar cell materials. Therefore, liquid crystal materials, as an interdisciplinary research hotspot, have been extensively studied by researchers. Against the backdrop of the energy crisis and environmental pollution posing increasing challenges to global sustainable development, solar cells are increasingly being valued by the scientific and industrial circles. In the past two years, liquid crystal researchers have done a lot of experimental research, hoping to apply liquid crysta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D409/04C09K19/34H01L51/46
CPCC09K19/3444C09K19/3491C07D409/04H10K85/654H10K85/655Y02E10/549
Inventor 安忠维王璐陈然陈新兵陈沛
Owner SHAANXI NORMAL UNIV
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